Reactions of 5-indolizyl lithium compounds with some bielectrophiles

Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination at C-5 (with α-bromo ketones and esters of α-bromo acids) and 5-chloroacetyl indolizines. © 2017 by the Authors.

Authors
Rzhevskii S.A.1, 2 , Rybakov V.B.2 , Khrustalev V.N. 3 , Babaev E.V.1, 2
Journal
Molecules
Publisher
MDPI AG
Number of issue
4
Language
English
Status
Published
Link
External link
DOI
10.3390/MOLECULES22040661
Number
661
Volume
22
Year
2017
Organizations
  • 1 Life Sciences Center, Moscow Institute of Physics and Technology, Institutskii per. 9/7, Dolgoprudniy, Moscow Region, 141701, Russian Federation
  • 2 Chemistry Department, Moscow State University, Moscow, 119991, Russian Federation
  • 3 Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklaya str. 6, Moscow, 117198, Russian Federation
Keywords
5-indolizyl lithium; Bielectrophilic reagents; Indolizine; Reactivity
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